The higher aptitude of 2,2,2-trifluoroethanol for intramolecular hydrogen bond stabilization in carbohydrates is suggested. This belief, arising from the analysis by 1H NMR spectroscopy of the solvent effect of D2O, DMSO-d6, and 2,2,2-trifluoroethanol-d3 on the isomeric equilibrium of caryophyllose, was also confirmed by shifting of the conformational equilibria of â-ribopyranose and of its methyl glycoside.
Solvent Effect on the Isomeric Equilibrium of Carbohydrates: The Superior Ability of 2,2,2-Trifluoroethanol for Intramolecular Hydrogen Bond Stabilization
Emiliano Manzo;
2001
Abstract
The higher aptitude of 2,2,2-trifluoroethanol for intramolecular hydrogen bond stabilization in carbohydrates is suggested. This belief, arising from the analysis by 1H NMR spectroscopy of the solvent effect of D2O, DMSO-d6, and 2,2,2-trifluoroethanol-d3 on the isomeric equilibrium of caryophyllose, was also confirmed by shifting of the conformational equilibria of â-ribopyranose and of its methyl glycoside.File in questo prodotto:
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